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Paper | Regular issue | Vol 31, No. 9, 1990, pp.1609-1615
Published online, 1st January, 1970
DOI: 10.3987/COM-89-4975
Spectroscopic Analysis of Iodinated Molecular Complexs of Thiazole and Thiazoline Derivatives

Jean-françois Lagorce, Jacques Buxeraud,* Anne-Catherine Jambut-Absil, and Claude Raby

*Laboratoire de Chimie Organique et de Chimie Thérapeutique, Faculté de Pharmacie, 2, rue du Docteur Marcland, 87025 Limoges Cedex, France


Molecular interactions between iodine and the heterocyclic compounds, thiaole, 4-methylthiazole, clomethiazole, cloprothiazole, 2-methyl-2-thiazoline and 2-thiazoline-2-thiol were studied by uv/vis spectroscopy. These molecules were found to form charge tranfer complexes with iodine of the n-σ type in a 1:1 stoichiometry. Formation constants of the iodinated complexes of thiazole, 4-methylthiazole, clothiazole and cloprothiazole ranged from 10 M-1 to 30 M-1. The much higher values found for 2-methyl-2-thiazoline and 2-thiazoline-2-thiol indicated a strong donor-acceptor interaction. Only the latter two derivatives have an action on the thyroid gland, and might, therefore, be suitable starting compounds for the synthesis of new antithyroid agents.